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House Sitting in Red Oak Heights, Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Sarah

I'm you when you're gone!

Milwaukee, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Sarah is great! My pups love her and that proves it! I was very pleased with her communication, she sent regular pictures and updates. We plan to use her aga... (more)"

Confirmed 4th of July Availability
2. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Amanda stayed at my home as a house-sitter my little dog who suffers from separation anxiety. Buff, who is normally very hostile to strangers attached herse... (more)"

3. Amber

Every visit will be an adventure!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Amber was so good with our dogs, our Boston terrier is shy and warmed up to her very quickly. Amber sent updates daily with pictures, will will be using Ambe... (more)"

Confirmed 4th of July Availability
4. Peggy

I'm a stay at home dog mom!

Fairview, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Peggy is the ultimate animal lover, especially dogs. She treats her pets as if they were her children. She's loving and caring and will give your dog the bes... (more)"

5. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

6. Melissa

Purrfect sitter for your fur babies

Milwaukee, WI, 53214

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Melissa was fantastic. We had a family emergency at the last minute so we still needed her services on a limited basis and she was willing to modify them to... (more)"

7. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa was so good with my dog! She did everything right and stayed in close contact with me. I would hire her again for a future stay. (more)"

8. Kathleen

Big heart for all animals

Greenfield, WI, 53219

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Katie was great. She responded quickly to questions while we were initially setting things up. She stayed at our house and took care of our old and recoverin... (more)"

Confirmed 4th of July Availability
9. Michaelangelo

Full time availability

West Allis, WI, 53219

Dog Boarding, House Sitting, Doggy Day Care

About: Hey there! My name is Michaelangelo, I am a young adult looking to build on my experience in pet care and enter the business full time. I have expe... (more)

10. Stephanie

Love playing and exercising

Honey Creek Manor, Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: Hi, I'm Stephanie! When I was a kid, I had two cats, Bailey and Shorty, and a Yellow Lab named Milo. They were the most important thing in my life ... (more)

Confirmed 4th of July Availability
11. Terri

I will love your dog as you do!

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

"Terri was awesome with my dog. She treated her very very well. She sent me daily pictures of Molly’s activities and I was very pleased with Terri I would use... (more)"

12. Valeria

Love is a Four Legged Word <3

Greenfield, WI, 53221

House Sitting, Drop-In Visits

"Valeria is phenomenal person. She made our trip so relxing knowing she was at our home taking care of our furbabies. The big challenge was our babies don't g... (more)"

Confirmed 4th of July Availability
13. Danielle

Must Love Dogs? - I do!

West Allis, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Danielle has sat and walked my dogs before. She is wonderful with animals in general. She really treated my dogs like they were part of her family as well. S... (more)"

Confirmed 4th of July Availability
14. Valencia

Best Care For Your Best Friend!

Jackson Park, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Valencia has been caring for our dog for the past two years while on vacation and at work as needed. Our dog adores her; when we say Valencia is coming he... (more)"

15. Samantha

Run, walk or play, any time of day!

Layton Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Samantha should be your go-to for any of your pet sitting or doggie adventure day needs! Samantha has provided care to all of my pets for many years (both do... (more)"

16. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Terry was awesome with our cat. She was very dependable and quick to respond to all messages. She made sure to send us picture updates of all the snuggles ... (more)"

17. Kory

I will treat as my own.

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: I love taking care of pets. As my full time job I'm a veterinary technician and love doing what I do. I have been a veterinary technician for about... (more)

18. Katie

Flexible Schedule-Fenced in Yard

Jackson Park, Milwaukee, WI, 53219

Dog Boarding, House Sitting

"Katie is the best! Our puppies are always so content when we return. I think they actually get excited when we start packing. Katie is very good at what she ... (more)"

19. Rebecca

Dogs equal family.

Hawley Farms, Milwaukee, WI, 53219

House Sitting, Drop-In Visits

"Rebecca was great! She played with Tinker and put up with her quirks. “She is such a DIVA!” Is a direct quote from her after spending the first day with Tink... (more)"

20. Adam

Can keep up with all dogs

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: I have had many dogs throughout my life and can keep up with all types of dogs. I have experienced everything a dog has to offer and can handle it ... (more)

Dog lovers in Red Oak Heights, Milwaukee, WI love house sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Rover.com is the simple, savvy way to find and book Red Oak Heights house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Red Oak Heights, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Red Oak Heights house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Red Oak Heights, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

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